Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | 2C18H21NO3.H2O4S |
| Molecular Weight | 696.807 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OS(O)(=O)=O.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC.[H][C@@]67OC8=C9C(C[C@H]%10N(C)CC[C@@]69[C@@]%10([H])C=C[C@@H]7O)=CC=C8OC
InChI
InChIKey=BCXHDORHMMZBBZ-DORFAMGDSA-N
InChI=1S/2C18H21NO3.H2O4S/c2*1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;1-5(2,3)4/h2*3-6,11-13,17,20H,7-9H2,1-2H3;(H2,1,2,3,4)/t2*11-,12+,13-,17-,18-;/m00./s1
| Molecular Formula | H2O4S |
| Molecular Weight | 98.078 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C18H21NO3 |
| Molecular Weight | 299.3642 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Codeine is an opiate used to manage mild to moderate pain severe enough to require an opioid. Codeine is a selective agonist for the mu opioid receptor and has an affinity to delta and kappa-opioid receptors. In some countries, this drug is regulated under various narcotic control laws, because its chronic use can cause physical dependence. In others, it is available without a medical prescription in combination with paracetamol.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL233 |
6.1 µM [EC50] | ||
Target ID: P41145 Gene ID: 4986.0 Gene Symbol: OPRK1 Target Organism: Homo sapiens (Human) |
|||
Target ID: P41143 Gene ID: 4985.0 Gene Symbol: OPRD1 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | CAPITAL AND CODEINE Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Mimicking gene defects to treat drug dependence. | 2000 |
|
| Codeine analgesia is due to codeine-6-glucuronide, not morphine. | 2000 Jul-Aug |
|
| Over-the-counter medications for acute cough in children and adults in ambulatory settings. | 2001 |
|
| Dystonia as acute adverse reaction to cough suppressant in a 3-year-old girl. | 2001 |
|
| [Pharmacokinetic and toxicokinetic parameters of some drugs of abuse]. | 2001 |
|
| Determination of opiates in serum, saliva and hair addicted persons. | 2001 |
|
| Pharmacological control of cough. | 2001 Apr |
|
| The diagnosis and treatment of cough. | 2001 Apr 5 |
|
| Simultaneous determination of codeine and ethyl morphine HCL in tablet formulations using LC. | 2001 Aug |
|
| Opioids for chronic nonmalignant pain. Attitudes and practices of primary care physicians in the UCSF/Stanford Collaborative Research Network. University of California, San Francisco. | 2001 Feb |
|
| The safety of dextromethorphan in pregnancy : results of a controlled study. | 2001 Feb |
|
| No pain relief from codeine...? An introduction to pharmacogenomics. | 2001 Feb |
|
| Detection of acetylcodeine in urine as an indicator of illicit heroin use: method validation and results of a pilot study. | 2001 Feb |
|
| Dose-related effects of controlled release dihydrocodeine on oro-cecal transit and pupillary light reflex. A study in human volunteers. | 2001 Jan |
|
| Successful use of propranolol in migraine associated with electroconvulsive therapy. | 2001 Jan |
|
| Inhibition by glucocorticoids of the mast cell-dependent weal and flare response in human skin in vivo. | 2001 Jan |
|
| Packaging of codeine phosphate suppositories. | 2001 Jan |
|
| Contribution of dihydrocodeine and dihydromorphine to analgesia following dihydrocodeine administration in man: a PK-PD modelling analysis. | 2001 Jul |
|
| Head-column field-amplified sample stacking in presence of siphoning. Application to capillary electrophoresis-electrospray ionization mass spectrometry of opioids in urine. | 2001 Jul 27 |
|
| Use of beta-cyclodextrin in the capillary zone electrophoretic separation of the components of clandestine heroin preparations. | 2001 Jul 27 |
|
| Codeine phosphate in children: time for re-evaluation? | 2001 Mar |
|
| Myocardial Infarction associated with methadone and/or dihydrocodeine. | 2001 Mar |
|
| Generalized eczema due to codeine. | 2001 Mar |
|
| Dextromethorphan is an effective cough suppressant. | 2001 May |
|
| The analgesic effect of codeine as compared to imipramine in different human experimental pain models. | 2001 May |
|
| Capillary electrophoresis-electrospray ionization ion trap mass spectrometry for analysis and confirmation testing of morphine and related compounds in urine. | 2001 May 4 |
|
| Selective antibodies to methadone enantiomers: synthesis of (R)- and (R,S)-methadone conjugates and determination by an immunoenzymatic method in human serum. | 2001 May 5 |
|
| Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations. | 2001 May-Jun |
|
| Nutritional effects of surgical and medical treatment for short bowel syndrome. | 2001 Nov-Dec |
|
| Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes. | 2001 Oct |
|
| Incorporation of selegiline metabolites into hair after oral selegiline intake. | 2001 Oct |
|
| Analysis of morphine and codeine in samples adulterated with Stealth. | 2001 Oct |
|
| Detection of opiate use in a methadone maintenance treatment population with the CEDIA 6-acetylmorphine and CEDIA DAU opiate assays. | 2001 Oct |
|
| Ropivacaine with or without clonidine improves pediatric tonsillectomy pain. | 2001 Oct |
|
| Endogenous morphine and codeine. Possible role as endogenous anticonvulsants. | 2001 Oct 12 |
|
| Spontaneous reports on drug-induced pancreatitis in Denmark from 1968 to 1999. | 2001 Sep |
|
| Community pharmacists' experience of over-the-counter medicine misuse in Scotland. | 2001 Sep |
|
| Cetirizine inhibits skin reactions but not mediator release in immediate and developing late-phase allergic cutaneous reactions. A double-blind, placebo-controlled study. | 2001 Sep |
|
| Rofecoxib versus codeine/acetaminophen in postoperative dental pain: a double-blind, randomized, placebo- and active comparator-controlled clinical trial. | 2001 Sep |
|
| Tramadol/acetaminophen combination tablets and codeine/acetaminophen combination capsules for the management of chronic pain: a comparative trial. | 2001 Sep |
|
| Pain control in medical abortion. | 2001 Sep |
|
| Engineering novel biocatalytic routes for production of semisynthetic opiate drugs. | 2001 Sep |
|
| Experience with urine drug testing by the Correctional Service of Canada. | 2001 Sep 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:00:59 GMT 2023
by
admin
on
Sat Dec 16 01:00:59 GMT 2023
|
| Record UNII |
AVW5HY4N2E
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID80161921
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | |||
|
DBSALT000031
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | |||
|
AVW5HY4N2E
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | |||
|
215-818-5
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | |||
|
1420-53-7
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | |||
|
m3718
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY | Merck Index | ||
|
5359613
Created by
admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE | |||
|
SOLVATE->ANHYDROUS |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |